Dimethyl-s-pyrazolone



Patented Mar. 5, 1929.

UNITED STATES JTJTRGEN CALLSEN, 0F ELBERFELD, GERMANY, ASSIGNOR 'IOWINTH ROP CHEMICAL PATENT OFFICE.

' COMPANY, me, on NEW YORK, n'. Y.

Ne Drawing. Original application filed January 30, 1926, Seria1. .No.85,052, and in Germany April 23, 1925. Divided and this applicationfiled July 22, 1826. Serial No. 124,299.

The present invention which is a division of Ser. No. 85,052 filed onJanuary 30, 1926,

- relates to a homogeneous compound which is obtainable from2.2.3-tri-chlorobutyl alcohol andl-phenyl-2.S-dimethyl-el-dimethylamino-5-pyrazolone by causing thesecomponents to interact With each other in molecular quantities. Thereaction may take place,

for example, by melting the components together or by mixing theirsolutions and evaporating and allowing'the same to crystallize. In thismanner crystalline compounds are obtained, which can be recrystallizedWithout decomposition for example, from ligroin, giving crystals whichpossess a sharp melting point. The new products have proved themselvesto be valuable analgetica.

The followingexample will serve to illustrate my invention lE.:ra221.p7e177 parts by Weight of 2.2.3- trichlorbutyl alcohol and 231parts by weightof l-dimeth-ylamino-1 pl1enyl-2.3 dimethylpyrazolone aremelted together ona steam bath. On cooling the melt solidifies to a'hardcrystal mass, which may beeither ground or recrystallized from hotligroin. A practically colourless crystalline powder is thus obtained,which is easily soluble in alcohol, acetone, benzene, less easilysoluble in cold ligroin and soluble with difficulty in petrol ether. Thenew compound possesses a melting point of 61 to 63 C. and has probablythe following formula:

As' a new product the compound of the probable formula:

being an almost colourless crystalline powder, easily soluble inacetone, alcohol and benzol, less easily soluble 1n ligroin having the.melting point 6163 C. and being a valuable analgeticum substantially asdescribed.

In testimony whereof I have hereunto set .my hand.

'JIJRGEN CALLSEN.

